ethyl 2-benzyl-7-methoxy-1,2,3,4-tetrahydroisoquinolidine-4-carboxylate

Base Information

Chemical Name:ethyl 2-benzyl-7-methoxy-1,2,3,4-tetrahydroisoquinolidine-4-carboxylate
CAS No.:1334296-07-9
Molecular Formula:C₂₀H₂₃NO₃
Molecular Weight:325.408
Hs Code.:

Synonyms:ethyl 2-benzyl-7-methoxy-1,2,3,4-tetrahydroisoquinolidine-4-carboxylate

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Chemical Property of ethyl 2-benzyl-7-methoxy-1,2,3,4-tetrahydroisoquinolidine-4-carboxylate

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Technology Process of ethyl 2-benzyl-7-methoxy-1,2,3,4-tetrahydroisoquinolidine-4-carboxylate

There total 4 articles about ethyl 2-benzyl-7-methoxy-1,2,3,4-tetrahydroisoquinolidine-4-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

: 1334296-01-3
ethyl N-benzyl-N-(2-bromo-5-methoxybenzyl)-β-alaninate

: 1334296-07-9
ethyl 2-benzyl-7-methoxy-1,2,3,4-tetrahydroisoquinolidine-4-carboxylate

Guidance literature:: With palladium diacetate; caesium carbonate; triphenylphosphine; In toluene; at 80 ℃; for 24h; Inert atmosphere;
DOI:10.1055/s-0030-1260934

Reference yield:

: 7507-86-0
2-bromo-5-methoxy-benzaldehyde

: 1334296-07-9
ethyl 2-benzyl-7-methoxy-1,2,3,4-tetrahydroisoquinolidine-4-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: acetic acid / methanol / 0.5 h / 20 °C / Inert atmosphere

2: sodium tetrahydroborate / methanol / 12 h / 65 °C / Inert atmosphere

3: methanol / 48 h / Inert atmosphere; Reflux

4: palladium diacetate; caesium carbonate; triphenylphosphine / toluene / 24 h / 80 °C / Inert atmosphere

With sodium tetrahydroborate; palladium diacetate; caesium carbonate; acetic acid; triphenylphosphine; In methanol; toluene; 3: aza-Michael addition / 4: Buchwald-Hartwig cyclization;
DOI:10.1055/s-0030-1260934

Reference yield:

: 558483-92-4
N-benzyl-N-(2-bromo-5-methoxybenzyl)amine

: 1334296-07-9
ethyl 2-benzyl-7-methoxy-1,2,3,4-tetrahydroisoquinolidine-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: methanol / 48 h / Inert atmosphere; Reflux

2: palladium diacetate; caesium carbonate; triphenylphosphine / toluene / 24 h / 80 °C / Inert atmosphere

With palladium diacetate; caesium carbonate; triphenylphosphine; In methanol; toluene; 1: aza-Michael addition / 2: Buchwald-Hartwig cyclization;
DOI:10.1055/s-0030-1260934